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Application of DMSO in the Synthesis of 1,4‐Disubstituted (But‐1‐en‐3‐ynyl)methylthioethers
Author(s) -
Cao Chuanchuan,
Zhang Liang,
Zhou Gang,
Dan Wenyan,
Wang Xiaorong,
Zhao Xiaoming
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700378
Subject(s) - yield (engineering) , chemistry , medicinal chemistry , combinatorial chemistry , materials science , metallurgy
DMSO is applied in the methylthiolation of 1,3‐diynes in the presence of formamidine, K 3 PO 4 at 130 °C. This reaction gives 1,4‐disubstituted (but‐1‐en‐3‐ynyl)methylthioethers in good to high yield with acceptable Z / E selectivities. Both ( Z )‐ and ( E )‐methylthioethers are readily separable. The synthesis of 3‐iodothiophene derevative from ( Z )‐methylthoenter is explored as well.